220799-41-7

Upstream product

• 220798-59-4 [2-(3,3-dimethyl-but-1-ynyl)-phenyl]-methaneselenol 
• 220798-73-2 3-tert-butyl-1H-isoselenochromene 
• 591-51-5 phenyllithium 
• 110931-69-6 o-(3,3-dimethylbut-1-ynyl)benzyl bromide 

Downstream Products

• 1415358-05-2 (Z)-bis(o-benzoyl-β-tert-butylstyryl)diselenide 

Relevant academic research and scientific papers

Reaction of 2-benzotelluropyrylium salts with organocopper reagents: Introduction of a carbon functional group at the C-1 position of the telluropyrylium cation ring

3-tert-Butyl-2-benzotelluropyrylium salt (13A) react with lithium dialkyl(phenyl)copper to give in good yield the corresponding isotellurochromenes (15A) having a carbon functional group at the C-1 position. Similarly, the 1-substituted isoselenochromenes

Studies on tellurium-containing heterocycles. Part 20. Reactions of 2-benzoselenopyrylium salts and 2-benzotelluropyrylium salts with nucleophiles: Formation of 1-functionalized 1H-isoselenochromenes and 1H-isotellurochromenes

The reactions of the 2-benzoselenopyrylium (1A) and 2-benzotelluropyrylium cations (1B) with a variety of nucleophiles have been investigated. LiAlH 4, sodium alkoxide (NaOMe, NaOi-Pr and NaOt-Bu), diethylamine, n-butylamine and acetone reacted with 1 to give the 1H-isochromenes (2) and the corresponding 1-substituted products (4-9) under mild conditions in almost good to high yields. The 1-alkyl(phenyl)isoselenochromenes (10-13) and 1-benzylisochromenes (18A, 18B), which were produced by the reaction of the salts 1 with Grignard reagents, were converted to the corresponding 1,3-disubstituted 2-benzopyrylium salts (14-17, 19) by treatment with triphenylcarbenium tetrafluoroborate (Ph3C+ BF4 -), respectively. The 1-benzylselenopyrylium salts (19A) and 1-benzyltelluropyrylium salts (19B) exist in the solvent as an equilibrium mixture of the salts (19) and the corresponding (Z)-benzylidene compounds (20).

Reaction of 2-benzoselenopyrylium salts with nucleophiles: Formation of 1-functionalized isoselenochromenes

1-Unsubstituted isoselenochromenes (3) were converted into the 2- benzoselenopyrylium salts (4) by treatment with Ph3C+ BF4- and the reaction of the salts (4) with several nucleophilic reagents (alcohol, amine, cyanide, acetone, and Grignard reagents) afforded the corresponding 1- functionalized isoselenochromenes (5-9) in high yields, respectively. 1- Alkyl- and 1-phenyl-2-benzoselenopyrylium salts (10) were also obtained from 9.